# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 08:51:55 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCCC(=O)Nc1cncc(c1)c2cccc3[nH]ccc23
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 CWC  CWC  4-(dimethylamino)-N-[5-(1H-indol-4-yl)pyridin-3-yl]butanamide  ligand  46  24  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CWC
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 CWC  C1    C  CH3   0  -0.526   6.9744  -2.2957  -0.5683
 CWC  N2    N  NT    0  -0.409   6.9593  -1.2511   0.4334
 CWC  C3    C  CH3   0  -0.519   8.3043  -0.7921   0.7069
 CWC  C4    C  CH2   0  -0.251   6.0939  -0.1440   0.0704
 CWC  C5    C  CH2   0  -0.442   4.6137  -0.5008   0.0902
 CWC  C6    C  CH2   0  -0.595   3.7614   0.7245  -0.2046
 CWC  C7    C  C     0   0.565   2.2796   0.4249  -0.2494
 CWC  O8    O  O     0  -0.464   1.8344  -0.6771  -0.5097
 CWC  N9    N  NH1   0  -0.752   1.4963   1.5102   0.0003
 CWC  C10   C  CR6   0   0.303   0.1104   1.6220  -0.0602
 CWC  C11   C  CR16  0  -0.266  -0.7770   0.5623  -0.2201
 CWC  C12   C  CR6   0  -0.006  -2.1457   0.8214  -0.2566
 CWC  C13   C  CR16  0  -0.128  -2.5668   2.1427  -0.1285
 CWC  N14   N  N     0  -0.382  -1.7263   3.1552   0.0338
 CWC  C15   C  CR16  0  -0.152  -0.4311   2.9050   0.0694
 CWC  C16   C  CR6   0   0.028  -3.1101  -0.2755  -0.4526
 CWC  C17   C  CR16  0  -0.338  -2.8678  -1.2626  -1.3968
 CWC  C18   C  CR16  0  -0.271  -3.7695  -2.3122  -1.6201
 CWC  C19   C  CR16  0  -0.314  -4.9442  -2.4118  -0.9019
 CWC  C20   C  CR56  0   0.357  -5.1903  -1.4310   0.0561
 CWC  C21   C  CR56  0   0.038  -4.2972  -0.3615   0.3007
 CWC  C22   C  CR15  0  -0.456  -4.8663   0.4083   1.3636
 CWC  C23   C  CR15  0  -0.021  -6.0427  -0.1970   1.7016
 CWC  N24   N  NR15  0  -0.678  -6.2380  -1.2952   0.9178
 CWC  H11C  H  HCH3  0   0.233   7.6223  -3.1108  -0.2426
 CWC  H12C  H  HCH3  0   0.235   5.9795  -2.7147  -0.7158
 CWC  H13C  H  HCH3  0   0.189   7.3408  -1.9481  -1.5477
 CWC  H31C  H  HCH3  0   0.189   8.7998  -0.3412  -0.1676
 CWC  H32C  H  HCH3  0   0.232   8.2950  -0.0477   1.5044
 CWC  H33C  H  HCH3  0   0.231   8.9226  -1.6272   1.0401
 CWC  H41C  H  HCH2  0   0.226   6.2647   0.6601   0.7921
 CWC  H42C  H  HCH2  0   0.186   6.3575   0.2691  -0.9206
 CWC  H51C  H  HCH2  0   0.236   4.3927  -1.2768  -0.6436
 CWC  H52C  H  HCH2  0   0.231   4.3584  -0.9066   1.0723
 CWC  H61C  H  HCH2  0   0.263   3.9635   1.5130   0.5253
 CWC  H62C  H  HCH2  0   0.282   4.0341   1.1424  -1.1807
 CWC  H9    H  HNH1  0   0.417   1.9834   2.3715   0.1987
 CWC  H11   H  HCR6  0   0.287  -0.4237  -0.4533  -0.2991
 CWC  H15   H  HCR6  0   0.273   0.2291   3.7571   0.2066
 CWC  H13   H  HCR6  0   0.261  -3.6210   2.3911  -0.1783
 CWC  H17   H  HCR6  0   0.247  -1.9689  -1.2116  -1.9991
 CWC  H18   H  HCR6  0   0.253  -3.5411  -3.0528  -2.3753
 CWC  H19   H  HCR6  0   0.263  -5.6448  -3.2191  -1.0733
 CWC  H24   H  HNR5  0   0.412  -7.0307  -1.9124   0.9752
 CWC  H22   H  HCR5  0   0.251  -4.4617   1.2921   1.8289
 CWC  H23   H  HCR5  0   0.283  -6.7665   0.0762   2.4524

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 CWC  C1   N2    single    1.447  0.020  1.447
 CWC  N2   C3    single    1.447  0.020  1.447
 CWC  N2   C4    single    1.451  0.020  1.451
 CWC  C4   C5    single    1.523  0.020  1.523
 CWC  C5   C6    single    1.521  0.020  1.521
 CWC  C6   C7    single    1.512  0.020  1.512
 CWC  C7   O8    double    1.217  0.020  1.217
 CWC  C7   N9    single    1.362  0.020  1.362
 CWC  N9   C10   single    1.392  0.020  1.392
 CWC  C10  C11   aromatic  1.391  0.020  1.391
 CWC  C10  C15   aromatic  1.399  0.020  1.399
 CWC  C11  C12   aromatic  1.393  0.020  1.393
 CWC  C12  C13   aromatic  1.393  0.020  1.393
 CWC  C12  C16   single    1.474  0.020  1.474
 CWC  C13  N14   aromatic  1.326  0.020  1.326
 CWC  N14  C15   aromatic  1.320  0.020  1.320
 CWC  C16  C17   aromatic  1.387  0.020  1.387
 CWC  C16  C21   aromatic  1.409  0.020  1.409
 CWC  C17  C18   aromatic  1.402  0.020  1.402
 CWC  C18  C19   aromatic  1.380  0.020  1.380
 CWC  C19  C20   aromatic  1.393  0.020  1.393
 CWC  C20  C21   aromatic  1.415  0.020  1.415
 CWC  C20  N24   aromatic  1.363  0.020  1.363
 CWC  C21  C22   aromatic  1.430  0.020  1.430
 CWC  C22  C23   aromatic  1.365  0.020  1.365
 CWC  C23  N24   aromatic  1.363  0.020  1.363
 CWC  C1   H11C  single    0.970  0.020  1.090
 CWC  C1   H12C  single    0.970  0.020  1.090
 CWC  C1   H13C  single    0.970  0.020  1.090
 CWC  C3   H31C  single    0.970  0.020  1.090
 CWC  C3   H32C  single    0.970  0.020  1.090
 CWC  C3   H33C  single    0.970  0.020  1.090
 CWC  C4   H41C  single    0.970  0.020  1.090
 CWC  C4   H42C  single    0.970  0.020  1.090
 CWC  C5   H51C  single    0.970  0.020  1.090
 CWC  C5   H52C  single    0.970  0.020  1.090
 CWC  C6   H61C  single    0.970  0.020  1.090
 CWC  C6   H62C  single    0.970  0.020  1.090
 CWC  N9   H9    single    0.860  0.020  1.020
 CWC  C11  H11   single    0.930  0.020  1.080
 CWC  C15  H15   single    0.930  0.020  1.080
 CWC  C13  H13   single    0.930  0.020  1.080
 CWC  C17  H17   single    0.930  0.020  1.080
 CWC  C18  H18   single    0.930  0.020  1.080
 CWC  C19  H19   single    0.930  0.020  1.080
 CWC  N24  H24   single    0.860  0.020  1.020
 CWC  C22  H22   single    0.930  0.020  1.080
 CWC  C23  H23   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 CWC  H13C  C1   H12C  107.73  3.000
 CWC  H13C  C1   H11C  107.68  3.000
 CWC  H12C  C1   H11C  107.18  3.000
 CWC  H13C  C1   N2    113.01  3.000
 CWC  H12C  C1   N2    111.21  3.000
 CWC  H11C  C1   N2    109.80  3.000
 CWC  C4    N2   C3    111.07  3.000
 CWC  C4    N2   C1    112.56  3.000
 CWC  C3    N2   C1    110.49  3.000
 CWC  H33C  C3   H32C  107.69  3.000
 CWC  H33C  C3   H31C  107.50  3.000
 CWC  H32C  C3   H31C  107.75  3.000
 CWC  H33C  C3   N2    109.97  3.000
 CWC  H32C  C3   N2    110.28  3.000
 CWC  H31C  C3   N2    113.44  3.000
 CWC  H42C  C4   H41C  106.23  3.000
 CWC  H42C  C4   C5    109.33  3.000
 CWC  H41C  C4   C5    108.38  3.000
 CWC  H42C  C4   N2    111.54  3.000
 CWC  H41C  C4   N2    107.61  3.000
 CWC  C5    C4   N2    113.43  3.000
 CWC  H52C  C5   H51C  107.04  3.000
 CWC  H52C  C5   C6    110.02  3.000
 CWC  H51C  C5   C6    109.22  3.000
 CWC  H52C  C5   C4    109.02  3.000
 CWC  H51C  C5   C4    110.79  3.000
 CWC  C6    C5   C4    110.69  3.000
 CWC  H62C  C6   H61C  105.87  3.000
 CWC  H62C  C6   C7    107.03  3.000
 CWC  H61C  C6   C7    110.10  3.000
 CWC  H62C  C6   C5    109.89  3.000
 CWC  H61C  C6   C5    110.36  3.000
 CWC  C7    C6   C5    113.27  3.000
 CWC  N9    C7   O8    123.42  3.000
 CWC  N9    C7   C6    113.60  3.000
 CWC  O8    C7   C6    122.97  3.000
 CWC  H9    N9   C10   114.88  3.000
 CWC  H9    N9   C7    116.02  3.000
 CWC  C10   N9   C7    128.97  3.000
 CWC  C15   C10  C11   117.54  3.000
 CWC  C15   C10  N9    117.08  3.000
 CWC  C11   C10  N9    125.37  3.000
 CWC  H11   C11  C12   119.67  3.000
 CWC  H11   C11  C10   121.12  3.000
 CWC  C12   C11  C10   119.20  3.000
 CWC  C16   C12  C13   121.37  3.000
 CWC  C16   C12  C11   120.52  3.000
 CWC  C13   C12  C11   118.10  3.000
 CWC  H13   C13  N14   116.55  3.000
 CWC  H13   C13  C12   120.48  3.000
 CWC  N14   C13  C12   122.96  3.000
 CWC  C15   N14  C13   118.73  3.000
 CWC  H15   C15  N14   116.81  3.000
 CWC  H15   C15  C10   119.72  3.000
 CWC  N14   C15  C10   123.47  3.000
 CWC  C21   C16  C17   117.89  3.000
 CWC  C21   C16  C12   121.73  3.000
 CWC  C17   C16  C12   120.39  3.000
 CWC  H17   C17  C18   118.72  3.000
 CWC  H17   C17  C16   119.33  3.000
 CWC  C18   C17  C16   121.93  3.000
 CWC  H18   C18  C19   119.55  3.000
 CWC  H18   C18  C17   119.21  3.000
 CWC  C19   C18  C17   121.24  3.000
 CWC  H19   C19  C20   121.30  3.000
 CWC  H19   C19  C18   121.48  3.000
 CWC  C20   C19  C18   117.22  3.000
 CWC  N24   C20  C21   107.49  3.000
 CWC  N24   C20  C19   129.84  3.000
 CWC  C21   C20  C19   122.66  3.000
 CWC  C22   C21  C20   106.50  3.000
 CWC  C22   C21  C16   134.42  3.000
 CWC  C20   C21  C16   119.06  3.000
 CWC  H22   C22  C23   125.46  3.000
 CWC  H22   C22  C21   127.79  3.000
 CWC  C23   C22  C21   106.75  3.000
 CWC  H23   C23  N24   120.56  3.000
 CWC  H23   C23  C22   129.68  3.000
 CWC  N24   C23  C22   109.77  3.000
 CWC  H24   N24  C23   125.04  3.000
 CWC  H24   N24  C20   125.47  3.000
 CWC  C23   N24  C20   109.49  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 CWC  CONST_01  C13   C12  C11  C10    0.00   0.0  0
 CWC  CONST_02  C16   C12  C11  C10  180.00   0.0  0
 CWC  CONST_03  C13   N14  C15  C10    0.00   0.0  0
 CWC  CONST_04  N14   C15  C10  C11    0.00   0.0  0
 CWC  CONST_05  N14   C13  C12  C11    0.00   0.0  0
 CWC  CONST_08  C15   C10  C11  C12    0.00   0.0  0
 CWC  CONST_09  C15   N14  C13  C12    0.00   0.0  0
 CWC  CONST_10  C18   C17  C16  C12  180.00   0.0  0
 CWC  CONST_11  C20   C21  C16  C12  180.00   0.0  0
 CWC  CONST_12  C22   C21  C16  C12    0.00   0.0  0
 CWC  CONST_15  C16   C12  C13  N14  180.00   0.0  0
 CWC  CONST_16  C19   C18  C17  C16    0.00   0.0  0
 CWC  CONST_17  C19   C20  C21  C16    0.00   0.0  0
 CWC  CONST_18  N24   C20  C21  C16  180.00   0.0  0
 CWC  CONST_19  C23   C22  C21  C16  180.00   0.0  0
 CWC  CONST_20  C20   C21  C16  C17    0.00   0.0  0
 CWC  CONST_21  C22   C21  C16  C17  180.00   0.0  0
 CWC  CONST_22  C20   C19  C18  C17    0.00   0.0  0
 CWC  CONST_23  C21   C16  C17  C18    0.00   0.0  0
 CWC  CONST_24  C21   C20  C19  C18    0.00   0.0  0
 CWC  CONST_25  N24   C20  C19  C18  180.00   0.0  0
 CWC  CONST_26  C22   C21  C20  C19  180.00   0.0  0
 CWC  CONST_27  C23   N24  C20  C19  180.00   0.0  0
 CWC  CONST_28  C23   C22  C21  C20    0.00   0.0  0
 CWC  CONST_29  C22   C23  N24  C20    0.00   0.0  0
 CWC  CONST_30  C23   N24  C20  C21    0.00   0.0  0
 CWC  CONST_31  N24   C23  C22  C21    0.00   0.0  0
 CWC  CONST_32  N24   C20  C21  C22    0.00   0.0  0
 CWC  CONST_33  C12   C11  C10  N9   180.00   0.0  0
 CWC  CONST_34  N14   C15  C10  N9   180.00   0.0  0
 CWC  CONST_35  H15   C15  C10  C11  180.00   0.0  0
 CWC  CONST_36  H13   C13  C12  C11  180.00   0.0  0
 CWC  CONST_37  H17   C17  C16  C12    0.00   0.0  0
 CWC  CONST_38  H11   C11  C12  C13  180.00   0.0  0
 CWC  CONST_39  H18   C18  C17  C16  180.00   0.0  0
 CWC  CONST_40  H22   C22  C21  C16    0.00   0.0  0
 CWC  CONST_41  H19   C19  C18  C17  180.00   0.0  0
 CWC  CONST_42  H24   N24  C20  C19    0.00   0.0  0
 CWC  CONST_43  H23   C23  N24  C20  180.00   0.0  0
 CWC  CONST_44  C11   C10  N9   C7     0.00   0.0  0
 CWC  CONST_45  C15   C10  N9   C7   180.00   0.0  0
 CWC  CONST_46  H9    N9   C10  C11  180.00   0.0  0
 CWC  CONST_47  C10   N9   C7   C6   180.00   0.0  0
 CWC  CONST_48  C10   N9   C7   O8     0.00   0.0  0
 CWC  Var_01    C5    C4   N2   C1    69.09  30.0  3
 CWC  Var_02    C6    C5   C4   N2   176.09  30.0  3
 CWC  Var_03    C7    C6   C5   C4   177.89  30.0  3
 CWC  Var_04    O8    C7   C6   C5   -25.08  30.0  3
 CWC  Var_05    H31C  C3   N2   C1    62.42  30.0  3
 CWC  Var_06    H11C  C1   N2   C3    56.23  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 CWC  plan-1  N9   0.020
 CWC  plan-1  C10  0.020
 CWC  plan-1  C11  0.020
 CWC  plan-1  C12  0.020
 CWC  plan-1  C13  0.020
 CWC  plan-1  N14  0.020
 CWC  plan-1  C15  0.020
 CWC  plan-1  C16  0.020
 CWC  plan-1  H11  0.020
 CWC  plan-1  H15  0.020
 CWC  plan-1  H13  0.020
 CWC  plan-2  C12  0.020
 CWC  plan-2  C16  0.020
 CWC  plan-2  C17  0.020
 CWC  plan-2  C18  0.020
 CWC  plan-2  C19  0.020
 CWC  plan-2  C20  0.020
 CWC  plan-2  C21  0.020
 CWC  plan-2  C22  0.020
 CWC  plan-2  C23  0.020
 CWC  plan-2  N24  0.020
 CWC  plan-2  H17  0.020
 CWC  plan-2  H18  0.020
 CWC  plan-2  H19  0.020
 CWC  plan-2  H24  0.020
 CWC  plan-2  H22  0.020
 CWC  plan-2  H23  0.020
 CWC  plan-3  C6   0.020
 CWC  plan-3  C7   0.020
 CWC  plan-3  O8   0.020
 CWC  plan-3  N9   0.020
 CWC  plan-3  C10  0.020
 CWC  plan-3  H9   0.020

